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Millbrook Holiday Rentals

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50 rentals in Millbrook.
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Stylish and modern house in the quaint town of Millbrook., holiday rental in Millbrook

Stylish and modern house in the quaint town of Millbrook.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Immaculate 1780 Millbrook Classic, holiday rental in Millbrook

Immaculate 1780 Millbrook Classic

5 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Millbrook Country Dream! Tennis/Swim/Play, holiday rental in Millbrook

Millbrook Country Dream! Tennis/Swim/Play

3 bedrooms
3 bathrooms
Sleeps 5
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Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres, holiday rental in Millbrook

Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres

10 bedrooms
10 bathrooms
Sleeps 22
Match: Sleeps
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Welcome to The Lake: Your Private Paradise Awaits!, holiday rental in Millbrook

Welcome to The Lake: Your Private Paradise Awaits!

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Hudson valley getaway, holiday rental in Millbrook

Hudson valley getaway

5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Spectacular Short Term Vacation Rental in Kent, holiday rental in Millbrook

Spectacular Short Term Vacation Rental in Kent

3 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Spring Break Week in Spacious Hudson Valley Home, holiday rental in Millbrook

Spring Break Week in Spacious Hudson Valley Home

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Private Contemporary Home on Six Acres, holiday rental in Millbrook

Private Contemporary Home on Six Acres

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern Antique Farmhouse in the Hudson Valley, holiday rental in Millbrook

Modern Antique Farmhouse in the Hudson Valley

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Lakefront Home in Hudson Valley Dutchess County, Pine Plains, New York, holiday rental in Millbrook

Lakefront Home in Hudson Valley Dutchess County, Pine Plains, New York

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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TREEMENDOUS VIEWS COTTAGE, holiday rental in Millbrook

TREEMENDOUS VIEWS COTTAGE

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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New England Winter Wonderland - 2 Hrs from NYC, holiday rental in Millbrook

New England Winter Wonderland - 2 Hrs from NYC

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Modern cottage on the Housatonic River, holiday rental in Millbrook

Modern cottage on the Housatonic River

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Gorgeous Country Oasis, with pool, pond on a lush 16 acres, holiday rental in Millbrook

Gorgeous Country Oasis, with pool, pond on a lush 16 acres

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Dutchess County 5 star Luxury Estate . 10 minutes from Rhinebeck, holiday rental in Millbrook

Dutchess County 5 star Luxury Estate . 10 minutes from Rhinebeck

8 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Secluded country cabin upstate New York, near  metro north train, holiday rental in Millbrook

Secluded country cabin upstate New York, near metro north train

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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The Hilltop - Stunning, holiday rental in Millbrook

The Hilltop - Stunning

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private Kent Getaway With Views, Pond & Pool, holiday rental in Millbrook

Private Kent Getaway With Views, Pond & Pool

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Serene, Peaceful Get-Away (Log Cabin by the Lake), holiday rental in Millbrook

Serene, Peaceful Get-Away (Log Cabin by the Lake)

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful mountaintop getaway for peace and quiet, holiday rental in Millbrook

Beautiful mountaintop getaway for peace and quiet

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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FARM  HOUSE 3 MILES TO OMEGA RATED #1 BY OMEGA FOLLOWERS 3RD YEAR, holiday rental in Millbrook

FARM HOUSE 3 MILES TO OMEGA RATED #1 BY OMEGA FOLLOWERS 3RD YEAR

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Rustic Country Beach Cottage Candlewood Lake, holiday rental in Millbrook

Rustic Country Beach Cottage Candlewood Lake

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Hudson Valley Villa - Modern Masterpiece Cantilevered Over Hudson River Bluff, holiday rental in Millbrook

Hudson Valley Villa - Modern Masterpiece Cantilevered Over Hudson River Bluff

4 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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Hudson Valley - Picardy Farm: Entire Estate, holiday rental in Millbrook

Hudson Valley - Picardy Farm: Entire Estate

10 bedrooms
8 bathrooms
Sleeps 20
Match: Sleeps
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Lake House Rental On Your Own Private Lake, holiday rental in Millbrook

Lake House Rental On Your Own Private Lake

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Harley's Hideaway, A Relaxing Escape, holiday rental in Millbrook

Harley's Hideaway, A Relaxing Escape

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming Brick House -Hudson Valley, holiday rental in Millbrook

Charming Brick House -Hudson Valley

3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Unique Hudson Riverfront Home & Pool, holiday rental in Millbrook

Unique Hudson Riverfront Home & Pool

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Exclusive Rental in Beautiful Amenia!, holiday rental in Millbrook

Exclusive Rental in Beautiful Amenia!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Dutchess County Guest House on Working Horse Farm!, holiday rental in Millbrook

Dutchess County Guest House on Working Horse Farm!

3 bedrooms
2 bathrooms
Sleeps 6
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The FarmHouse, holiday rental in Millbrook

The FarmHouse

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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1790 Classic Colonial Center Hall home, holiday rental in Millbrook

1790 Classic Colonial Center Hall home

5 bedrooms
3 bathrooms
Sleeps 11
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Kent Victorian Room 1, holiday rental in Millbrook

Kent Victorian Room 1

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Kent Victorian Room 4, holiday rental in Millbrook

Kent Victorian Room 4

1 bedroom
1 bathroom
Sleeps 2
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Kent Victorian Room 5, holiday rental in Millbrook

Kent Victorian Room 5

2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Kent Victorian Room 3, holiday rental in Millbrook

Kent Victorian Room 3

1 bedroom
1 bathroom
Sleeps 2
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Kent Victorian Room 2, holiday rental in Millbrook

Kent Victorian Room 2

1 bedroom
1 bathroom
Sleeps 2
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Tentrr Signature Site - A Riverwalk, holiday rental in Millbrook

Tentrr Signature Site - A Riverwalk

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Driftways Farm, holiday rental in Millbrook

Tentrr Signature Site - Driftways Farm

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Creekside Solitude, holiday rental in Millbrook

Tentrr Signature Site - Creekside Solitude

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Private Peaceful Farm Venture, holiday rental in Millbrook

Tentrr Signature Site - Private Peaceful Farm Venture

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Hudson Valley Hilltop 1, holiday rental in Millbrook

Tentrr Signature Site - Hudson Valley Hilltop 1

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Secluded Home w/Fire Pit: Sip, Ski & Explore!, holiday rental in Millbrook

NEW! Secluded Home w/Fire Pit: Sip, Ski & Explore!

6 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Tentrr Signature Site - Honeybug Hill near Omega, holiday rental in Millbrook

Tentrr Signature Site - Honeybug Hill near Omega

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Quiet and peaceful cape cod on rural lake setting!, holiday rental in Millbrook

Quiet and peaceful cape cod on rural lake setting!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Enchanting Hudson Valley Farmhouse w/ Views!, holiday rental in Millbrook

NEW! Enchanting Hudson Valley Farmhouse w/ Views!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Tentrr Signature Site - Maybrook Farm - The Ridge, holiday rental in Millbrook

Tentrr Signature Site - Maybrook Farm - The Ridge

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Twin Island Lake House, holiday rental in Millbrook

Twin Island Lake House

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Hudson Valley Hilltop 2, holiday rental in Millbrook

Tentrr Signature Site - Hudson Valley Hilltop 2

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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